Wander through the heart of Tuscany

10-DAY FOOD AND WINE WALKING TOUR THROUGH TUSCANY, ITALY

Embark on an Italian food & wine walking adventure

Embark on an unforgettable 10-day leisurely walking tour through Italy with our Tuscany Food and Wine experience.

Discover medieval villages, breathtaking landscapes, and the alluring food culture of the region on foot as you follow the legendary Via Francigena, a centuries-old pilgrimage route winding through the heart of the Tuscan countryside.

Designed for small groups to ensure big experiences, you will share this journey in great company while enjoying private food and wine tastings, an authentic cooking class, and visits to the region's most exceptional historical towns.

Type of adventure

Food & Wine Slackpack

Route & Distance

100km of the Via Francigena

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Current Group Dates

10 - 20 May 2027

25 May - 4 June 2027

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Price

from €3 650 p.p

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The journey begins with a short bus ride from Florence to a picturesque guest farm near Gambassi Terme. You will stay two nights here, allowing you to dedicate the following day to Tuscany's traditional flavors with an exciting truffle hunt and a visit to a local goat dairy farm.

On the third day, the trekking begins in earnest as you set off toward Colle Val d’Elsa and Monteriggioni. Along the way, you’ll realize why this region is best explored on foot. Along the Via Francigena, scenes unfold of rolling green hills, golden vineyards, and iconic medieval towns.

During a rest day in Siena, you’ll have the chance to explore the Gothic streets and famous cathedral, as well as learn the secrets of pasta-making during a cooking class. After walking through the historic town of Buonconvento, the adventure concludes in San Quirico d’Orcia. In a region rich in winemaking heritage, you’ll celebrate with a wine tasting and a visit to a renowned local cellar.

  • When?

    10 - 20 May 2027

    25 May - 4 June 2027

    in partnership with Netwerk24

    How much does it cost?

    €3650 per person sharing

    A single supplement applies

    Private groups of 10+ people are welcome to enquire for custom dates and prices

  • Day 1

    Gambassi Terme

    Meet your tour leader in Florence, take a scenic drive into the Tuscan countryside, and check into your cozy farmstay near Gambassi Terme

  • Day 2

    Gambassi Terme

    Hunt seasonal truffles with local hounds, visit a traditional dairy farm to witness cheesemaking firsthand, and enjoy guided tastings of artisanal regional cheeses.

  • Day 3

    Gambassi Terme - San Gimignano, 15km

    Trek through vineyards and olive groves to iconic San Gimignano. Climb the historic Torre Grossa for breathtaking panoramic views of the Tuscan landscape.

  • Day 4

    San Gimignano, - Colle di Val d'Elsa, 14km

    Walk through peaceful woodlands and past golden farmlands toward Colle di Val d'Elsa, an ancient hill town renowned for its traditional crystal craftsmanship

  • Day 5

    Colle di Val d'Elsa - Monteriggioni, 18km

    Follow the lush Elsa River past hidden waterfalls before trekking into classic rolling hills toward Monteriggioni, an iconic walled medieval fortress town

  • Day 6

    Monteriggioni - Siena, 20km

    Hike along classic white limestone roads lined with cypresses into Gothic Siena, entering historic city gates to admire the famed shell-shaped main piazza.

  • Day 7

    Siena

    Explore Siena's marble Duomo at leisure, then join a local chef for a hands-on pasta cooking class followed by a celebratory dinner paired with fine wines.

  • Day 8

    Siena - Buonconvento, 12km

    Trek through the iconic cypress-lined wheat fields of Val d'Arbia before reaching Buonconvento, an ancient red-brick village that once welcomed medieval pilgrim

  • Day 9

    Buonconvento - San Quirico d'Orcia, 23km

    Traverse sun-bleached roads through the UNESCO-protected Val d'Orcia, passing classic Tuscan villas to reach historic San Quirico d'Orcia and its Renaissance gardens.

  • Day 10

    San Quirico d'Orcia

    Relax in sunlit village alleys before visiting an ancient cellar for a guided Brunello di Montalcino wine tasting, concluding with a farewell dinner feast.

Our walking tours are fully supported, slack pack routes. The route is predetermined and you are able to self-pace throughout the day while a dedicated support team handles your luggage transfers, hotel bookings and meals.

  • No more heavy bags! Each day the support team transports your luggage between hotels. You only walk with a daypack with a warm jacket, your water bottle, camera, and snacks.

  • Daily walks usually last between three and six hours. The leisurely pace allows plenty of time for delicious lunches, photography, and exploring the towns along the way.

  • The route is not technically challenging, but a good level of fitness ensures that you can enjoy the trip worry-free. The terrain consists of hills, gravel roads, and footpaths. If you are comfortable walking for a few hours on various surfaces, you will easily manage the distance.

  • Not necessarily. Your tour leader is on the trail with you, but you are welcome to walk at your own pace. The route is clearly marked, allowing you to enjoy quiet moments or socialize, just as you prefer

  • You will stay in a variety of boutique hotels, historic villas, and guesthouses personally selected by us. All rooms have en-suite bathrooms.

  • Your journey begins and ends in Florence. Private bus transport takes you to the starting point and brings you back to the city after the tour.

  • Both. This trip is intended as much for the foodie as it is for the hiker. Picturesque walking trails go hand in hand with truffle hunting, farm visits, cooking classes, and wine tasting sessions.

  • Although you follow the Via Francigena, the emphasis is on the culture and cuisine of Tuscany. This trip is specially curated for those who appreciate nature, fine food and wine, local heritage, and the art of slow travel, rather than a religious pilgrimage.

The Via Francigena, 100km

The Via Francigena is a legendary medieval pilgrimage route that served as the spiritual lifeline between Canterbury and Rome, the heart of Christendom. Spanning over 2,000 km across four countries, this remarkably well-preserved historic trail is at its absolute most enchanting in Tuscany.

As you experience the region's rich culture and scenery on foot, the route leads you through an iconic landscape of rolling green hills dotted with terracotta villas and medieval towns—embodying slow travel at its finest.

  • When?

    10 - 20 May 2027

    25 May - 4 June 2027

    in partnership with Netwerk24

    How much does it cost?

    €3650 per person sharing

    A single supplement applies

    Private groups of 10+ people are welcome to enquire for custom dates and prices

Join the tour

We make your pilgrimage as easy as possible. All you have to do is show up! Here are the practical things to keep in mind.

What’s included?

  • All accommodation in hotels and B&Bs

  • Breakfast & dinner

  • Tour leader and support on route

  • Daily luggage transfer

  • Transport to and from Florence

  • Truffle hunt

  • Goat dairy farm visit

  • Tower climb in San Gimignano

  • Cooking class

  • Wine cellar tour

  • Wine tasting

What’s excluded

  • International flights

  • Visa applications (you may need a Schengen visa)

  • Onwards transportation from tour end point in Florence

  • Lunches and drinks

  • Personal spending

  • Personal travel and medical insurance

  • Gratuities

Book your Tour

Each pilgrim who embarks on the journey along the Camino has a unique and personal experience that shapes their understanding of the world and themselves.

  • Mother and son after walking the Camino

    An experience that I will cherish for the rest of my life…

    - Maryke

    French Way 2023

    Portuguese Way 2024

  • Smiling woman standing infront of the cathedral after walking the Camino

    I have no words to describe the tour. It was the most wonderful experience one could have. You are brought into contact with yourself. With people who cross your path and inspire you to keep going. You come home a new person.

    -Wilma

    French Way 2023

    Portugues Way 2024

  • A mother and daughter standing arm in arm and smiling after completeing thier pilgrimage on the Camino

    "It was a fantastic experience! VERY well organized and so comfortable - you can just walk and relax, other people think for you."

    Lenelle & Jana

    French Way 2023

    Portuguese Way 2024

  • Smiling elderly couple at the end of thier pilgrimage

    Excellently organized!

    Fantastic route!

    - Marita & Martin

    French Way 2023

  • Two smiling people, a woman and a man, are standing close together in rainy weather, wearing rain ponchos, with an old stone building in the background. The woman is holding a smartphone, and the man is wearing a baseball cap.

    This is the best value-for-money tour we have ever done. The tour leaders were more than fantastic and really didn't just walk the extr a mile with us, they walked miles with us and everything was always perfectly arranged. What we will always remember is the wonderful friends we were privileged to meet.

    Louis & Gail

    French Way 2023

    Portuguese 2024

  • Two smiling people, a man with sunglasses and a woman, stand on a cobblestone street in front of an ornate historic building, wearing rain jackets.

    It was good, no! very good! The whole Camino experience exceeded my expectations. Now I have lasting memories that will always stay with me

    - Arnaud & Maritha

    French Way 2023

  • Smiling woman in a green ponch infornt of the Catherdral in Santiago de Compostela

    The tour exceeded all my expectations. The scenery, the rich history and the landscape touched my heart. It was special to tackle the walk and sights at your own pace, but still be able to socialize and share experiences in your own language and with fellow countrymen in the evenings

    Hanlie

    French Way 2023

Let’s make it happen

Get in touch and let’s make your Camino dream a reality!

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